391611-36-2

Basic information

• Product Name: SPLICEOSTATIN A
• Synonyms: SPLICEOSTATIN A;XKSGIJNRMWHQIQ-CGPJBNNXSA-N
• CAS NO: 391611-36-2
• Molecular Formula: C₂₈H₄₃NO₈
• Molecular Weight: 521.64
• Mol File: 391611-36-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 65-70 °C
• Boiling Point: 683.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• PKA: 13.63±0.70(Predicted)
• CAS DataBase Reference: SPLICEOSTATIN A(CAS DataBase Reference)
• NIST Chemistry Reference: SPLICEOSTATIN A(391611-36-2)
• EPA Substance Registry System: SPLICEOSTATIN A(391611-36-2)

Safety Data

• Hazardous Substances Data: 391611-36-2(Hazardous Substances Data)

Usage

General Description

SPLICEOSTATIN A is a chemical compound produced by the bacterium Burkholderia sp. It is a potent inhibitor of pre-mRNA splicing, a critical step in gene expression. SPLICEOSTATIN A has shown promise as a potential anti-cancer agent, as it has been found to selectively inhibit the growth of cancer cells by disrupting their ability to process genetic information. Additionally, SPLICEOSTATIN A has demonstrated anti-inflammatory properties, making it a potential candidate for the treatment of inflammatory diseases. Research into the potential therapeutic applications of this compound is ongoing, and it may hold promise for the development of new drug treatments for cancer and inflammatory conditions.

Upstream product

• 310397-89-8 (Z)-(4S)-4-acetoxypent-2-enoic acid 
• 310397-95-6 (S)-4-acetoxypent-2-ynoic acid 
• 133906-32-8 (-)-(S)-4-hydroxypent-2-ynoic acid 
• 882028-31-1 (S,Z)-5-(((2R,3R,5S,6S)-2,5-dimethyl-6-((E)-3-methylpenta-2,4-dien-1-yl)tetrahydro-2H-pyran-3-yl)amino)-5-oxopent-3-en-2-yl acetate 
• 391611-32-8 (2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methyl pivalate 
• 263881-08-9 ethyl (2E,2'S,3'S,5'R,6'R)-4-(5'-t-butoxycarbonylamino-3',6'-dimethyltetrahydropyran-2'-yl)-2-methylbut-2-enoate 
• 263881-09-0 (2E,2'S,3'S,5'R,6'R)-4-(5'-t-butoxycarbonylamino-3',6'-dimethyltetrahydropyran-2'-yl)-2-methylbut-2-en-1-ol 
• 391611-43-1 (2R,3S,6S)-[6-methoxy-3-(4'-methoxybenzyloxy)-6-methyl-4-methylenetetrahydropyran-2-yl]methanol 

Downstream Products

• 146478-72-0 FR 901464 
• 849367-75-5 Acetic acid (Z)-(S)-3-{(2R,3R,5S,6S)-6-[(2E,4E)-5-((3R,4R,5R,7S)-7-methoxy-7-methyl-4-triethylsilanyloxy-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl}-1-methyl-allyl ester 
• 849367-74-4 7-(9H-fluoren-9-ylmethoxycarbonylamino)-heptanoic acid 5-{5-[5-(4-acetoxy-pent-2-enoylamino)-3,6-dimethyl-tetrahydro-pyran-2-yl]-3-methyl-penta-1,3-dienyl}-7-methoxy-7-methyl-1,6-dioxa-spiro[2.5]oct-4-yl ester 
• 849367-77-7 7-(9H-fluoren-9-ylmethoxycarbonylamino)-heptanoic acid 3-{6-[5-(7-methoxy-7-methyl-4-triethylsilanyloxy-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl}-1-methyl-allyl ester 
• 849367-78-8 7-(9H-fluoren-9-ylmethoxycarbonylamino)-heptanoic acid 3-{6-[5-(4-hydroxy-7-methoxy-7-methyl-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-ylcarbamoyl}-1-methyl-allyl ester 
• 849367-76-6 (Z)-(S)-4-Hydroxy-pent-2-enoic acid {(2R,3R,5S,6S)-6-[(2E,4E)-5-((3R,4R,5R,7S)-7-methoxy-7-methyl-4-triethylsilanyloxy-1,6-dioxa-spiro[2.5]oct-5-yl)-3-methyl-penta-2,4-dienyl]-2,5-dimethyl-tetrahydro-pyran-3-yl}-amide 

Relevant articles and documents

Structure-activity relationship for FR901464: A versatile method for the conversion and preparation of biologically active biotinylated probes

The structure-activity relationship for FR901464, a potent cell-cycle inhibitor, was examined by synthesizing its analogs. A versatile method for converting FR901464 was devised. This method made it possible to synthesize biologically active FR901464-biotin conjugates which could be used to isolate the binding proteins.

Enantioselective syntheses of FR901464 and spliceostatin A: Potent inhibitors of spliceosome

Enantioselective syntheses of FR901464 and spliceostatin A, potent spliceosome inhibitors, are described. The synthesis of FR901464 has been accomplished in a convergent manner in 10 linear steps (20 total steps). The A-tetrahydropyran ring was constructed from (R)-isopropylidene glyceraldehyde. The functionalized tetrahydropyran B-ring was synthesized utilizing a Corey-Bakshi-Shibata reduction, an Achmatowicz reaction, and a stereoselective Michael addition as the key steps. Coupling of A- and B-ring fragments was accomplished via cross-metathesis.

Synthesis of affinity nanoparticles coupled to FR901464 derivatives

The synthesis of two latex nano-particles coupled to FR901464 derivatives is described. Two FR901464 derivatives attached with an amino-alkyl group at a different position were prepared from natural occurring FR 901464. Biological activities of the two ligands were significantly different. The acylation of two amino ligands with the activated esters on latex particles smoothly proceeded to provide the corresponding latex nano-particles coupled to FR 901464 at a different position.